General Manager, AI Data Labeling

General Manager, AI Data Labeling

Remote, San Francisco

Wing is one of the world's largest virtual talent companies, venture-backed and based in San Francisco. Leveraging our scale, millions of applicants, and other operational expertise, we're launching a dedicated AI data labeling & annotation subsidiary, empowering exceptional people to play a defining role in training the next generation of AI. We're hiring a General Manager to run this business end-to-end.

About the Role

As General Manager, AI Data Labeling, you will own P&L, strategy, go-to-market, delivery/quality, security & compliance, and team building. You'll build the business from zero, close key customers, help set up the operating engine, and report directly to Wing's CEO.

Responsibilities:

• Acquire new business from AI labs and tier-1 tech companies via your network, digital/in-person outbound
• Own enterprise sales cycles end-to-end (discovery, scoping, pricing, MSA/SOW negotiation)
• Attend meetings, consultations, events, etc. in person as needed and build key relationships
• Build durable relationships with researchers, data/infra leaders, procurement, and legal; expand accounts
• Own the business plan, pricing, margin targets, forecasting, and budget adherence.
• Report on progress to senior leadership Foster a culture of accountability, transparency, and operational rigor

Requirements:

• Primarily located in San Francisco, CA, with a willingness to travel around Northern California, the United States, and internationally as needed
• Bachelor's degree in any discipline, ideally from a top institution
• Outgoing, social, gregarious personality, willingness, and capability to always be building relationships
• Great management skills: you will, to an extent, be responsible for a giant piece of an entire business unit and all that comes with it, people management, budgets, interfacing with finance, legal, operations, and more
• Strong preference for someone who has led Sales & Commercials: Expert in complex MSAs/SOWs, pricing, and margin management Trusted relationships across AI labs and leading tech companies; able to open doors and close enterprise deals
• Expert in complex MSAs/SOWs, pricing strategy, and margin management Proven builder of multidisciplinary teams; excellent stakeholder management Digital native (Google Workspace, Sheets, CRM)

Nice-to-haves:

• Experience selling to or operating within AI labs (RLHF, red-teaming, evals, multimodal)
• Prior success taking a services P&L from $0 to $10M+ with healthy unit economics
• Strong interest and understanding in artificial intelligence, machine learning, and LLMs

Benefits & Compensation:

Base compensation: $170K–$250K, with increases as the business grows Equity: generous grant vested over 4 years Performance Bonus: Strong performers can expect $300K-$1M+ in additional annual cash and equity on top of base for closing and expanding enterprise deals A $1K monthly allowance for meals Company-sponsored Equinox membership Health insurance